73545-18-3

Basic information

• Product Name: (Z)-1,1-DIETHOXY-3-HEXENE
• Synonyms: CIS-3-HEXENYL ACETAL;CIS-3-HEXENAL DIETHYL ACETAL;(Z)-1,1-DIETHOXY-3-HEXENE;(Z)-1,1-diethoxyhex-3-ene;cis-3-Hexenal DEA;(3Z)-1,1-Diethoxy-3-hexene;3-Hexene, 1,1-diethoxy-, (3Z)-;(Z)-3-Hexenal diethylacetal
• CAS NO: 73545-18-3
• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 172.26
• EINECS: 277-532-7
• Mol File: 73545-18-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 202.8 °C at 760 mmHg
• Flash Point: 51.8 °C
• Appearance: /
• Density: 0.859 g/cm³
• Vapor Pressure: 0.409mmHg at 25°C
• Refractive Index: 1.431
• CAS DataBase Reference: (Z)-1,1-DIETHOXY-3-HEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1,1-DIETHOXY-3-HEXENE(73545-18-3)
• EPA Substance Registry System: (Z)-1,1-DIETHOXY-3-HEXENE(73545-18-3)

Safety Data

• Hazardous Substances Data: 73545-18-3(Hazardous Substances Data)

Usage

General Description

(Z)-1,1-Diethoxy-3-hexene is a chemical compound with the formula C10H20O2. It is a colorless liquid with a fruity odor, commonly used as a fragrance ingredient in perfumes and cosmetics. It is also found in various fruits and vegetables as a natural flavoring compound. (Z)-1,1-DIETHOXY-3-HEXENE has been studied for its potential use as a natural pesticide due to its insecticidal activity against certain pests. However,

InChI:InChI=1/C10H20O2/c1-4-7-8-9-10(11-5-2)12-6-3/h7-8,10H,4-6,9H2,1-3H3/b8-7-

Upstream product

• 18229-85-1 1,1-diethoxyhex-3-yne 
• 13397-78-9 4,4-diethoxybut-1-yne 

Downstream Products

• 6789-80-6 (3Z)-hexenal 
• 63357-97-1 (S)-γ-nonanolide 
• 63357-96-0 (R)-(+)-γ-nonalactone 

Relevant articles and documents

Total synthesis of 17-isolevuglandin E4 and the structure of C22-PGF(4α)

The isolevuglandin 17-isoLGE4 (10-acetyl-11-formyl-14-hydroxynonadeca-4(Z),7(Z),12(E),16(Z)-tet raenoic acid) is a levulinaldehyde derivative that is expected to be generated during the free radical-induced oxidation of docosahexaenoic acid. A total synthesis was executed to facilitate detection and identification of 17-isoLGE4 in biological samples. Conjugate addition of a higher order vinyl cyanocuprate to a γ-alkoxy enone achieved the final carbon-carbon bond formation to complete a convergent elaboration of the 17-isoLGE4 carbon, skeleton. Attempted construction of the requisite vinyl nucleophile synthon using hydrostannylation of an alkyne was foiled by tri-n-butylstannyl radical-promoted isomerization of acis to a trans double bond. Derivatization of 17-isoLGE4 with methoxylamine under anhydrous or wet conditions generated bismethoximes of 17-isoLGE4 or the isomerized Δ11-17-isoLGE4 respectively. Analysis of the mass spectrum of a bismethoxime-pentafluorobenzyl ester-trimethylsilyl ether derivative of 17-isoLGE4 provided presumptive evidence that an incorrect structure was proposed earlier for C22-PGF(4α), the only F4-isoprostane which is produced enzymatically. We conclude that the 22-carbon analogue of PGF(2α), produced from docosahexaenoic acid by a cyclooxygenase from trout gill, does not have the same side chains as 17-isoLGE4. Furthermore, we now propose that mass spectral data reported for 'C22-PGF(4α)' support a 14-PGF(4α) structure rather than the 17-PGF(4α) structure suggested previously.